A paved path flanked by trees with autumn foliage, a wooden fence, and a clear blue sky.

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Check availability on Ashuwillticook Rail Trail Luxury Hotels

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Ashuwillticook Rail Trail luxury hotels

Front of property – evening/night
Hallway
Lobby
BBQ/picnic Area

1. The Williams Inn

The Williams Inn
Williamstown
₹23,770
₹26,551 total
includes taxes & fees
19 Aug - 20 Aug
The Williams Inn
Exterior
Exterior
50-inch flat-screen TV with cable channels, TV, streaming services
Deluxe Double Suite- NO PETS ALLOWED | Iron/ironing board, cots/infant beds, rollaway beds, free WiFi

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
₹9,564
₹10,682 total
includes taxes & fees
1 Sept - 2 Sept
The Central Downtown Inn & Suites
Front of property – evening/night
Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets
Room #10 Queen's Cottage | Living room | Flat-screen TV
Front of property – evening/night

3. Devonfield Inn B&B

Devonfield Inn B&B
Lee
₹37,124
₹41,467 total
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, free WiFi, individually decorated
Restaurant
Premium bedding, iron/ironing board, free WiFi, individually decorated
Exterior

4. 33 Main

33 Main
Lenox
₹60,714
₹67,818 total
includes taxes & fees
31 Aug - 1 Sept
33 Main
Front of property
Exterior
Exterior
Lobby

5. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
₹35,977
₹42,197 total
includes taxes & fees
13 Sept - 14 Sept
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room
Free daily continental breakfast
Lobby sitting area
Suite, Private Bathroom (Parlour Suite) | Premium bedding, iron/ironing board (on request), free WiFi

6. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
₹31,510
₹38,118 total
includes taxes & fees
31 Aug - 1 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Library
Library
Front of property
Restaurant

7. South Shire

South Shire
Bennington
₹19,777
₹22,598 total
includes taxes & fees
20 Aug - 21 Aug
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, free WiFi, individually decorated
Meeting facility
Lobby lounge
Property entrance

8. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
₹24,388
₹26,583 total
includes taxes & fees
18 Aug - 19 Aug
The Four Chimneys Inn
Exterior detail
Lobby sitting area
Fireplace
Staircase

9. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
₹20,891
₹23,335 total
includes taxes & fees
10 Sept - 11 Sept
Hampton Terrace Inn
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Top Ashuwillticook Rail Trail Hotel Reviews

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